Santorini: Private Sunset Tour with Wine Tasting and Dinner

If you’re dreaming of an evening that combines breathtaking views, delicious local flavors, and intimate moments on one of Greece’s most iconic islands, this Santorini Private Sunset Tour might just be your best bet. Although we haven’t personally taken this exact journey, the carefully curated itinerary promises an experience rich in romance, culture, and authentic Greek hospitality.

What really draws us in are three standout features: the chance to see Santorini’s famous sunset away from the crowds, the opportunity to indulge in a curated wine tasting with spectacular caldera views, and the intimate seaside dinner that feels like a special secret shared with your loved one. Plus, the flexible, private group setup makes it more personalized than typical guided tours.

The one thing to consider is the overall price—$311 per person is an investment, but one that’s packed with memorable moments, quality experiences, and stunning scenery. This tour is especially suited for couples, honeymooners, or anyone looking to capture the most romantic corners of Santorini away from tourist masses, all while enjoying a thoroughly curated, seamless experience.

Key Points

• Romantic Experience: Perfect for couples seeking an intimate, picture-perfect outing.
• Scenic Stops: Includes iconic photo spots like Oia, Firostefani, and the Blue Dome church.
• Wine & Food: Tasting four local wines paired with Greek delicacies and a seaside dinner of fresh, authentic dishes.
• Sunset Moments: An exclusive viewing spot for Santorini’s legendary sunset away from crowds.
• Transport & Comfort: Private, air-conditioned transfers with Wi-Fi and thoughtful amenities.
• Flexible & Private: The trip is customizable with a private guide, offering a tailored experience.

You can check availability for your dates here:

A Full Breakdown of the Experience

Starting Point & Transportation

The tour begins with pickup from your hotel or preferred location in Thera (Santorini’s main town). You’ll travel comfortably in an air-conditioned vehicle, which is a sensible feature given Santorini’s often warm weather and the need for a relaxed, hassle-free experience. The inclusion of Wi-Fi and maps means you can stay connected and even plan your snaps along the way.

Exploring Oia and Firostefani

Your first stop is Oia, the postcard-perfect village famous for its white-washed buildings, narrow cobbled streets, and blue-domed chapels. Wandering here for about an hour, you’ll get the chance to soak in the charm, snap photos, and feel the genuine tranquility that escapes the busy cruise ship crowds. According to a reviewer, guides Evans and George “took us to the perfect spots for pictures,” emphasizing the personal attention and local knowledge that truly enrich this part of the tour.

Next, you’ll visit Firostefani, just a short drive from Fira. This village offers an incredible view of the volcano and caldera, especially from the Blue Dome church—a classic Santorini shot. The review mentions this as “the famous picture,” and you’ll understand why once you see the backdrop. It’s a peaceful spot, ideal for a quick, memorable photo.

Wine Tasting at Santo Wines

Set on the west side of the island, Santo Wines Winery provides a scenic, cliffside setting for wine lovers. The tasting experience involves sampling four local wines, complemented by Greek specialties like gravier cheese, salami, olives, and tomato paste. The review highlights that the winery’s setting “offers an amazing view,” making every sip feel even more special.

Guests have described the guides as “very knowledgeable and welcoming,” which adds a layer of warmth to this experience. The relaxed, romantic atmosphere makes it perfect for couples wanting to toast their holiday with authentic Greek wine and local flavors.

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Discovering Santorini’s Iconic Spots

After wine, you’ll visit Saint Nicholas Chapel, perched just below the cliffs, providing a perfect spot to capture romantic pictures with the volcano in the background. Then, a quick stop at Red Beach offers a chance to admire the unique volcanic landscape—an Instagram favorite for good reason.

Seaside Dinner in a Family-Run Taverna

One of the highlights is a delicious dinner at a family-run seaside tavern. This spot delivers a peaceful, authentic vibe, far from touristy restaurants. You’ll enjoy local specialties including a Santorinian salad, fava, tomatokeftedes (tomato fritters), and fresh grilled fish or steak. The homemade wine complements these dishes perfectly, creating a genuine taste of Greece.

Guests have called this dinner “possibly the best meal of their trip,” praising the quality of the food, the calm environment, and the friendly service. It’s an opportunity to relax, enjoy hearty local flavors, and feel the warm hospitality that Santorini is known for.

Sunset Viewing at Megalochori

The tour culminates in a beautiful sunset viewing away from the crowds, in the charming village of Megalochori. You’ll have about 30 minutes here—ample time to soak in the colors of the evening sky, capture photos, and reflect on the day. The included complimentary bottle of wine elevates this moment, making it even more memorable.

Return to Thera

After sunset, your private vehicle will whisk you back to your starting point, ending a well-paced, thoughtfully planned six-hour journey.

Why This Tour Offers Great Value

While $311 per person might seem steep at first glance, the experience covers quite a bit: private transportation, multiple scenic stops, a curated wine tasting, a traditional dinner, and an unrivaled sunset view. It’s a package that combines convenience, authenticity, and romance—the kind of experience that’s hard to replicate on your own if you’re unfamiliar with the island.

Authentic Experiences That Matter

The inclusion of local spots—family-run taverns, village streets, iconic churches—means you won’t just see the sights, but feel the genuine character of Santorini. The guides’ familiarity with the island shines through, ensuring you visit the best photo spots and enjoy insightful commentary, making the experience both personal and enriching.

Perfect for Romantic Getaways

This tour’s emphasis on intimate, stunning settings makes it ideal for couples, honeymooners, or anyone looking to mark a special occasion. The private group setup, combined with the sunset and wine tasting, fosters a warm, romantic atmosphere that’s hard to find in larger, more crowded tours.

Practical Considerations

While the tour offers a lot, keep in mind that it’s weather-dependent—extreme weather may lead to cancellations, but the provider offers full refunds for such cases. Also, the inclusion of hotel pickup and drop-off simplifies logistics, saving you the hassle of navigating the island’s narrow streets or coordinating transport.

Final Thoughts

This Santorini Private Sunset Tour with Wine Tasting and Dinner is a well-rounded experience that balances scenic beauty, local culture, and romantic moments. The carefully curated stops deliver picture-perfect settings, while the wine and food add a genuine taste of Greek hospitality. Plus, the private, flexible setup makes it a personalized outing that feels just right for special occasions or a memorable end to your island day.

If you’re after a relaxed, authentic, and romantic way to explore Santorini’s most iconic spots—without the crowds—and want an experience that combines scenic views with local flavors, this tour fits the bill perfectly. It’s an excellent choice for those who value quality over quantity and want to take home a series of unforgettable moments.

FAQ

What is included in the price of $311?
The fee covers hotel pickup and drop-off, private transportation in an air-conditioned vehicle, Wi-Fi access, maps, wet tissues, bottled water, wine tasting at Santo Wines Winery with four local wines and Greek snacks, and a full dinner at a seaside tavern with local dishes and wine.

Are there any additional costs?
Yes, if arriving by cruise ship, you might need to pay for a cable car ticket (6 euros per person, one way). Personal expenses are not included.

How long is each stop?
Stops vary from about 15 minutes at Fira’s Three Bells to around an hour in Oia, with additional time allocated for wine tasting, dinner, and sunset viewing.

Is this a group tour?
No, it’s a private tour, which allows for a more personalized, relaxed experience tailored to your preferences.

What should I bring?
Bring comfortable shoes suitable for walking, especially since you’ll explore villages and scenic spots on foot.

What if the weather is bad?
The tour offers a full refund if canceled due to extreme weather conditions, ensuring peace of mind.

Can I customize the itinerary?
Since it’s a private tour, guides are generally flexible, and you can discuss any specific interests or adjustments with them.

How early should I book?
Availability varies, so it’s best to reserve in advance to secure your preferred date and time.

The Sum Up

This tour is a fantastic way to see Santorini’s most iconic sights while enjoying an intimate, romantic experience. It offers a perfect blend of scenic views, local flavors, and relaxed pacing—ideal for couples or travelers celebrating special occasions. The attention to detail from knowledgeable guides, coupled with stunning photo spots and a memorable sunset, makes it a worthwhile splurge for those wanting a meaningful, stress-free island adventure.

If you’re seeking a thoughtfully curated, authentic taste of Santorini that combines stunning scenery with delicious food and wine, this tour is a top contender. Its private setting, combined with carefully chosen stops, ensures an experience that’s both personal and memorable—leaving you with plenty of beautiful moments and photos to cherish long after your trip.

You can check availability for your dates here: